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Our top choices for Spencertown bed & breakfast

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
$107 nightly
The price is $118
Dec 21 - Dec 22
Total with taxes and fees
Shaker Mill Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
$173 nightly
The price is $193
Jan 16 - Jan 17, 2026
Total with taxes and fees
Lakehouse Inn

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (39)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
$153 nightly
The price is $171
Dec 21 - Dec 22
Total with taxes and fees
Wilder House Berkshires

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 21 - Dec 22
Total with taxes and fees
Chambery Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
$151 nightly
The price is $169
Dec 21 - Dec 22
Total with taxes and fees
Brook Farm Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$356 nightly
The price is $398
Jan 19 - Jan 20, 2026
Total with taxes and fees
33 Main

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
$225 nightly
The price is $251
Dec 21 - Dec 22
Total with taxes and fees
Granville House

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 21 - Dec 22
Total with taxes and fees
Devonfield Inn B&B

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
$129 nightly
The price is $144
Dec 22 - Dec 23
Total with taxes and fees
Inn at Silver Maple Farm

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
$310 nightly
The price is $354
Dec 21 - Dec 22
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109)
"Great experience, looking forward to staying again."
United States
Greg
$150 nightly
The price is $168
Dec 21 - Dec 22
Total with taxes and fees
Changing Times Boutique Country Lodging

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
$310 nightly
The price is $354
Dec 21 - Dec 22
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
$172 nightly
The price is $192
Dec 21 - Dec 22
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
$325 nightly
The price is $372
Dec 21 - Dec 22
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
$342 nightly
The price is $391
Dec 21 - Dec 22
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
$575 nightly
The price is $631
Dec 21 - Dec 22
Total with taxes and fees
Inn at Kenmore Hall

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
$360 nightly
The price is $412
Dec 21 - Dec 22
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
$449 nightly
The price is $513
Dec 21 - Dec 22
Total with taxes and fees
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Spencertown Hotel Reviews

Find out more about Spencertown

Spencertown B&B information

Number of reviews
2,545
Accommodation
39 B&B
Lowest Price
$118
Highest Price
$631

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Spencertown?
Prices for B&Bs in Spencertown often vary, but you can find a great deal from $118 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Spencertown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Spencertown?
The best time to book a B&B in Spencertown is during the vibrant fall months of September and October. This season showcases the region's stunning foliage, creating a picturesque backdrop for outdoor activities and leisurely strolls through charming towns. As the leaves transition into a kaleidoscope of reds, oranges, and yellows, visitors can indulge in the beauty of nature while enjoying the mild temperatures, typically ranging from the mid-40s to mid-60s Fahrenheit.

September is particularly appealing for those who appreciate a quieter experience, as the summer crowds have diminished, allowing for more intimate exploration of local attractions and hiking trails. The nearby Taconic State Park offers a variety of scenic routes great for hiking or biking, all while soaking in the crisp, refreshing air.

For travelers seeking a more budget-friendly option, consider planning your visit in early November. This time still boasts beautiful autumn scenery, with a chance to enjoy local harvest festivals and farmers' markets, highlighting the region's agricultural bounty. The atmosphere remains warm and welcoming, great for those who appreciate quality experiences without the hustle and bustle of peak tourist season.
What is the difference between a Spencertown Bed and Breakfast and a hotel?
Every Spencertown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Spencertown B&Bs.

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